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Cucurbituril-based hydrogels

a technology of cucurbituril and hydrogels, which is applied in the field of cucurbituril-based hydrogels, can solve the problems of limited solubility of mixtures, limited mechanical performance of increasing amounts of cb[8], and poor stability of mixtures, so as to reduce modulus, improve stability, and improve the effect of elasticity

Active Publication Date: 2019-08-29
SCHERMAN OREN +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patent describes a new type of hydrogel that has superior mechanical properties compared to previous hydrogels. The hydrogel is made using a special polymerizable composition that allows for the formation of dynamic crosslinks between the cucurbituril host and guest. The hydgel has a high water content and is highly stretchable, with high fracture energy and contractile stress. Additionally, the hydgel is capable of lifting objects with significantly greater mass than the usual hydrogel. The invention also describes a new method for preparing the hydgel that overcomes previous limitations.

Problems solved by technology

The hydrogels previously reported by the inventors are useful, but their uses are limited by their relatively weak mechanical performance.
However, the use of increasing amounts of CB[8] is impeded by the limited solubility of this cucurbituril in compositions also comprising the polymers for the hydrogel network.
Such mixtures are not ideal, as they limit the types of structure than can be prepared, and there can be issues in manipulating the mixtures when used on a larger scale.
Most synthetic hydrogels are brittle and therefore poor candidates for mimicking biomaterials, regardless of their soft and wet nature, similar to that of biological tissues.
However, designing soft materials with high toughness and extreme stretchability is still a challenge.

Method used

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  • Cucurbituril-based hydrogels
  • Cucurbituril-based hydrogels
  • Cucurbituril-based hydrogels

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Embodiment Construction

[0065]In one of the inventor's earlier work, cucurbituril-based supramolecular hydrogels were formed by supramolecular complexation of polymers having suitable guest functionality for a cucurbituril host. Thus, a polymer was only exposed to the cucurbituril host after the polymer had been prepared. Examples of these methods are set out in Appel et al. (2010 and 2012) and WO 2013 / 124654.

[0066]In the present work, a polymerizable composition is provided where the cucurbituril host is present together with the monomers for preparing the polymer. The monomers possess the guest functionality for forming complexes with the cucurbituril host. Thus, host-guest complexation may be permitted before and during polymerization of the monomers, thereby forming a supramolecular hydrogel. The method therefore differs from those previously described by Appel et al. (2010 and 2012) and WO 2013 / 124654.

[0067]It has been found that the hydrogels prepared by the methods of the present invention have alte...

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Abstract

The invention provides a polymerizable composition and a hydrogel obtained or obtainable from the polymerizable composition. The polymerizable composition comprises cucurbituril and a first monomer having a guest for the cucurbituril, wherein the total monomer concentration, Cmon, within the polymerizable composition is at least 0.5 M. The composition may be an aqueous composition.

Description

RELATED APPLICATIONS[0001]The present case is related to GB 1617469.0 filed on 14 Oct. 2016 and GB 1708589.5 filed on 30 May 2017, the contents of both of which are hereby incorporated by reference in their entirety.FIELD OF THE INVENTION[0002]This invention relates to hydrogels based on cucurbituril cross-linked supramolecular networks, and methods for the preparation of such hydrogels from a polymerizable composition comprising cucurbituril and a polymerizable monomer having a guest for the cucurbituril.BACKGROUND[0003]Some of the present inventors have previously described supramolecular hydrogels that are based on the supramolecular complexation of the cucurbituril CB[8] with a polymer having guest functionality for CB[8].[0004]Appel et al. (J. Am. Chem. Soc. 2010, 132, 14251) describe hydrogels formed from the complexation of a composition comprising CB[8] and a low molecular weight polymer having guests for CB[8]. The supramolecular hydrogel has intra- and intermolecular non-c...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08G83/00C08J3/24C08J3/075C08G73/06
CPCC08G83/008C08J3/246A61L24/0031C08G73/06C08J2379/04C08J3/075A61L24/043A61K47/58C08F283/00C08G12/046C08G12/40C08L61/24A61K47/6949A61K47/6903A61L27/52A61L27/26C08G83/007
Inventor SCHERMAN, ORENLIU, JI
Owner SCHERMAN OREN
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